Take the 2-minute tour ×
Server Fault is a question and answer site for professional system and network administrators. It's 100% free, no registration required.

Hey Everyone. First and foremost: I am pretty much a newbie when it comes to networking in general so please forgive. With the help of Google I was able to configure pfSense on our network here in the office to enable a 'Road Warrior' configuration. I remoted into my box at home and was able to fire up the OpenVPN client and connect to the pfSense box here in the office. The issue that I have run into is that I can not see our internal network here in the office over the VPN.

Previously we used PPTP (RAS on a Win2K box) so when we would connect via VPN our VPN addresses would be similar to that of our internal network 192.168.1.x and we could connect to servers, boxes, etc.

During my OpenVPN configuration it asks for an 'Address pool' which I set as and the Local Network I set to After I connect to the VPN my box at home is given an IP of and a DHCP server address of which I assume is the address that the pfSense box gave itself. When I try to connect to one of my servers via host name the request times out; obviously since I am not connected to my internal DNS server. But if I try to connect via IP the address resolves to my internal network AT HOME.

My home network is setup as a 192.168.1.x network and so is my work network. Is there something I can do in the way of a route (or otherwise) to remedy this?


To clarify when using RRAS on the Win2K box clients that vpn in are given a 192.168.1.x address which SHOULD conflict with my network at home but doesn't. My domain DNS Suffix is append to the vpn connection and therefore added to the Search List as the primary. However when I do a tracert on my local network there is one hop when I do a tracert to a box on the vpn network there is two hops. I am not sure if RRAS is setup to do something screwy with NAT or what. It "just works".

share|improve this question
You should have been having exactly the same problems using your RRAS / PPTP server with your personal LAN overlapping the subnet of the LAN at the office. This isn't an OpenVPN problem, but rather a "We used the same IP addresses in two different places" problem. –  Evan Anderson Aug 5 '10 at 19:53
Agreed. This is a basic IP routing problem. I will need to double check the settings on the RRAS box. I know that there is a 192.168.2.x subnet on the network so maybe it was using that. But that wouldn't prevent the overlap issue would it? –  abszero Aug 5 '10 at 20:15

Your Answer


By posting your answer, you agree to the privacy policy and terms of service.

Browse other questions tagged or ask your own question.